626-70-0

Basic information

• Product Name: 2-Methyladipic acid
• Synonyms: 2-Methyladipic acid;2-Methylhexanedioic acid
• CAS NO: 626-70-0
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.16778
• Mol File: 626-70-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 64°C
• Boiling Point: 328.8°C (rough estimate)
• Flash Point: 170.6°C
• Appearance: /
• Density: 1.3681 (rough estimate)
• Vapor Pressure: 2.35E-05mmHg at 25°C
• Refractive Index: 1.4336 (estimate)
• CAS DataBase Reference: 2-Methyladipic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyladipic acid(626-70-0)
• EPA Substance Registry System: 2-Methyladipic acid(626-70-0)

Safety Data

• Hazardous Substances Data: 626-70-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12O4/c1-5(7(10)11)3-2-4-6(8)9/h5H,2-4H2,1H3,(H,8,9)(H,10,11)/p-2/t5-/m0/s1

Upstream product

• 590-67-0 1-Methylcyclohexanol 
• 1670-46-8 2-acetylcyclopentanaone 
• 591-23-1 m-methylcyclohexanol 
• 583-59-5 2-Methylcyclohexanol 
• 1208-47-5 (E)-2-benzylidene-6-methylcyclohexanone 
• 67-64-1 acetone 
• 591-24-2 3-Methylcyclohexanone 

Downstream Products

• 119639-69-9 1-((E)-(2-methylcyclopentylidiene)methyl)benzene 
• 110-15-6 succinic acid 
• 7470-84-0 2-methyl-adipic acid dianilide 
• 20470-38-6 2-[(2,4-Dinitro-phenyl)-hydrazono]-5-methyl-hexanedioic acid dimethyl ester 

Relevant articles and documents

Reactions of hydrogen peroxide with acetylacetone and 2- acetylcyclopentanone

A reaction of acetylacetone with equimolar amount of concentrated aqueous H2O2 in both organic solvents (ButOH, AcOH) and water at various temperatures gave the corresponding 3,5-dihydroxy-1,2- dioxolanes with different configuration of stereogenic centers. In the pres-ence of an excess of H2O2, 3,5-dihydroxy-1,2-dioxolanes were converted to a mixture of 5-hydroperoxy-3-hydroxy-1,2-dioxolanes and further to a mixture of dimeric 1,2-dioxolan-3-ylperoxides. All the peroxides formed exist in solutions as equilibrium mixtures with the starting reagents. A prolonged reflux of solutions of 3,5-dihydroxy-1,2-dioxolanes in ButOH in the presence of a large excess of H2O2 led to the skeletal rearrangements of the substrates to a mixture of propionic acid and hydroxyacetone, which underwent further oxidative transfor-mations. Unlike acetylacetone, 2-acetylcyclopentanone reacted with H2O2 in aqueous phase or in solutions in ButOH under thermodynamic or kinetic control with the formation of the corresponding 5-hydroperoxy-3-hydroxy- 1,2-dioxolanes, rather than 3,5-dihydroxy-1,2-di-oxolanes. Thermodynamically controlled process in solution in AcOH gave a mixture of all four possible hydroperoxyhydroxy-1,2-dioxolanes. These cyclic peroxides in solutions in ButOH or AcOH readily converted to a mixture of AcOH, glutaric, α-methyladipic, and α-hydroxy-α-methyladipic acids. An active α-hydroxylation of the substrate was observed upon reflux of a solution of 2-acetylcyclopentanone and H2O2 in AcOH.

Efficient oxidation of cycloalkanols by sodium nitrite with molecular oxygen in trifluoroacetic acid

Oxidation of aliphatic cycloalkanols by sodium nitrite in trifluoroacetic acid gave α,ω-dicarboxylic acids in good yields. Adipic acid was obtained in a quantitative yield from cyclohexanol using 1 equiv of sodium nitrite under oxygen atmosphere but the oxidation required more than 3 equiv of sodium nitrite under nitrogen atmosphere. The oxidation method was applicable to the conversion of 1-alkanols to the corresponding carboxylic acids.